Compound Detail

CHEMBL3099899

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COc1ccc(CNC(=O)c2cc(-c3cc(Cl)cc(Cl)c3)cnc2-c2cccnc2)cc1OC

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3099899
Phase	Preclinical
Structure Type	MOL
InChI Key	VDWKDBPHAPPUBO-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

494.4

MW (Da)

6.06

ALogP

HBA

HBD

73.3

PSA (Å²)

0.34

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C26H21Cl2N3O3
MW	494.38
Aromatic Rings	4
Heavy Atoms	34
NP-Likeness	-1.05

Activity Summary

IC50 10 meas. best 7.92

Ki 9 meas. best 10.15

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Orexin receptor type 2 CHEMBL4792	Ki	10.15	10.15	0.1	1
Orexin receptor type 2 CHEMBL4792	IC50	7.92	7.92	12.0	1
Orexin/Hypocretin receptor type 1 CHEMBL5113	Ki	7.03	7.03	94.5	1
Orexin/Hypocretin receptor type 1 CHEMBL5113	IC50	6.54	6.54	292.0	1
5-hydroxytryptamine receptor 2B CHEMBL1833	Ki	6.18	6.18	662.0	1
Unchecked CHEMBL612545	Ki	6.06	5.615	866.0	2
5-hydroxytryptamine receptor 2B CHEMBL1833	IC50	5.98	5.98	1040.0	1
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	5.88	5.88	1310.0	1
Mu-type opioid receptor CHEMBL233	Ki	5.69	5.69	2040.0	1
5-hydroxytryptamine receptor 1B CHEMBL3459	Ki	5.64	5.64	2280.0	1
5-hydroxytryptamine receptor 1A CHEMBL214	IC50	5.64	5.64	2300.0	1
5-hydroxytryptamine receptor 1B CHEMBL3459	IC50	5.62	5.62	2400.0	1
Unchecked CHEMBL612545	IC50	5.6	5.345	2530.0	2
D(3) dopamine receptor CHEMBL234	Ki	5.49	5.49	3240.0	1
Mu-type opioid receptor CHEMBL233	IC50	5.3	5.3	5020.0	1
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	IC50	5.16	5.16	6950.0	1
D(3) dopamine receptor CHEMBL234	IC50	5.02	5.02	9540.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	4449.42	ng.hr.mL-1	Rattus norvegicus
Cmax	2300.0	nM	Rattus norvegicus
Fu	0.047	-	Rattus norvegicus
Fu	0.032	-	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Orexin receptor type 2	Ki	=	0.07	nM	10.15	Displacement of [3H]SB-674042 from human orexin-2 receptor after 60 mins by scin...	24215892
Orexin receptor type 2	IC50	=	12.0	nM	7.92	Antagonist activity at human orexin-2 receptor assessed as inhibition of orexin-...	24215892
Orexin/Hypocretin receptor type 1	Ki	=	94.5	nM	7.03	Displacement of [3H]SB-674042 from human orexin-1 receptor after 60 mins by scin...	24215892
Orexin/Hypocretin receptor type 1	IC50	=	292.0	nM	6.54	Antagonist activity at human orexin-1 receptor assessed as inhibition of orexin-...	24215892
5-hydroxytryptamine receptor 2B	Ki	=	662.0	nM	6.18	Inhibition of human 5-HT2B receptor	24215892
Unchecked	Ki	=	866.0	nM	6.06	Inhibition of guinea pig adenosine transporter	24215892
5-hydroxytryptamine receptor 2B	IC50	=	1040.0	nM	5.98	Inhibition of human 5-HT2B receptor	24215892
5-hydroxytryptamine receptor 1A	Ki	=	1310.0	nM	5.88	Inhibition of human 5-HT1A receptor	24215892
Mu-type opioid receptor	Ki	=	2040.0	nM	5.69	Inhibition of human mu opioid receptor	24215892
5-hydroxytryptamine receptor 1A	IC50	=	2300.0	nM	5.64	Inhibition of human 5-HT1A receptor	24215892
5-hydroxytryptamine receptor 1B	Ki	=	2280.0	nM	5.64	Inhibition of rat 5-HT1B receptor	24215892
5-hydroxytryptamine receptor 1B	IC50	=	2400.0	nM	5.62	Inhibition of rat 5-HT1B receptor	24215892
Unchecked	IC50	=	2530.0	nM	5.6	Inhibition of guinea pig adenosine transporter	24215892
D(3) dopamine receptor	Ki	=	3240.0	nM	5.49	Inhibition of human dopamine D3 receptor	24215892
Mu-type opioid receptor	IC50	=	5020.0	nM	5.3	Inhibition of human mu opioid receptor	24215892
Unchecked	Ki	=	6820.0	nM	5.17	Inhibition of rabbit monoamine transporter	24215892
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	6950.0	nM	5.16	Inhibition of human ERG	24215892
Unchecked	IC50	=	8210.0	nM	5.09	Inhibition of rabbit monoamine transporter	24215892
D(3) dopamine receptor	IC50	=	9540.0	nM	5.02	Inhibition of human dopamine D3 receptor	24215892

Literature References

PubMed	DOI	Target Context	# Activities
24215892	10.1016/j.bmcl.2013.10.045	Unchecked	203
24215892	10.1016/j.bmcl.2013.10.045	5-hydroxytryptamine receptor 1B	6
24215892	10.1016/j.bmcl.2013.10.045	5-hydroxytryptamine receptor 1A	6
24215892	10.1016/j.bmcl.2013.10.045	Mu-type opioid receptor	6
24215892	10.1016/j.bmcl.2013.10.045	D(3) dopamine receptor	6
24215892	10.1016/j.bmcl.2013.10.045	5-hydroxytryptamine receptor 2B	6
24215892	10.1016/j.bmcl.2013.10.045	Rattus norvegicus	6
24215892	10.1016/j.bmcl.2013.10.045	Voltage-gated inwardly rectifying potassium channel KCNH2	5
24215892	10.1016/j.bmcl.2013.10.045	Glutamate NMDA receptor	3
24215892	10.1016/j.bmcl.2013.10.045	Voltage-gated L-type calcium channel	3
24215892	10.1016/j.bmcl.2013.10.045	Insulin receptor	2
24215892	10.1016/j.bmcl.2013.10.045	Plasma	2
24215892	10.1016/j.bmcl.2013.10.045	Orexin/Hypocretin receptor type 1	2
24215892	10.1016/j.bmcl.2013.10.045	GABA-A receptor; alpha-5/beta-3/gamma-2	2
24215892	10.1016/j.bmcl.2013.10.045	GABA-A receptor; alpha-1/beta-3/gamma-2	2
24215892	10.1016/j.bmcl.2013.10.045	Orexin receptor type 2	2
24215892	10.1016/j.bmcl.2013.10.045	Thyrotropin-releasing hormone receptor	1
24215892	10.1016/j.bmcl.2013.10.045	Sodium-dependent dopamine transporter	1
24215892	10.1016/j.bmcl.2013.10.045	Sodium-dependent noradrenaline transporter	1
24215892	10.1016/j.bmcl.2013.10.045	Sodium-dependent serotonin transporter	1

Data from ChEMBL 36 via Core Engine